Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence-Reference-Cited by-同舟云学术

Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

Published:2014 Issue:6 Volume:1 Page:674-677
ISSN:2052-4129
Container-title:Org. Chem. Front.
language:en
Short-container-title:Org. Chem. Front.

Author:

Chen Fazhong¹²³⁴⁵,Su Bo¹²³⁴⁵,Wang Qingmin¹²³⁴⁵

Affiliation:

1. State Key Laboratory of Elemento-Organic Chemistry

2. Research Institute of Elemento-Organic Chemistry

3. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin)

4. Nankai University

5. Tianjin 300071, People's Republic of China

Abstract

A practical total synthesis of phenanthroindo/quinolizidine alkaloids was developed, featuring an enantioselective alkylation and a one-pot Curtius rearrangement/intramolecular cyclization cascade.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/QO/C4QO00084F

Reference43 articles.

1. Alkaloids of Pergularia pallida

2. In Vitro Cytotoxic Activity of Phenanthroindolizidine Alkaloids from Cynanchum vincetoxicum and Tylophora tanakae against Drug-Sensitive and Multidrug-Resistant Cancer Cells

3. Cytotoxic Alkaloids fromBoehmeria siamensis

4. C8c–C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

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